Yes I would, but would try to book places where you can cancel close to the date - incase of lockdown, cancellations, etc. And then I wouldn't lose money.
I'm currently on my way home from a fortnight in France with a final night/day on London. We went by train and Eurostar and used trains in France, plus a hire car. We stayed in smaller hotels rather than resort style. We went out and about, visited attractions, ate out, etc.
And I felt safe throughout. Every train and hotel has been very quiet - really easy to socially distanced. In France we wore masks indoors everywhere unless sat having a drink or food, or in our own room. There were hand sanitisers everywhere. Compliance with masks etc was very high - few people were exempt it seems.
London today and yesterday evening was quiet - much quieter than I've ever known it - it was easy to social distance, masks were being worn indoors (much to the annoyance of the anti mask demonstrators who were marching down oxford street) And in the underground. And again lots of sanitiser around to use.
I'm clinically vulnerable and felt safe. It certainly felt no less safe than Being out and about near home, and it felt much more safe than come September when I'll be in several classrooms full of children every day with no SD or protection.